Xhilaration cheetah fedora

1. COLD
The classic fedora gets an update with a wild cheetah print.

Xhilaration, $13; Target.com
San Diego Hat cloche hat

2. COLD
A ladylike cloche —à la Coco Chanel—is a sophisticated choice for workdays.

San Diego Hat Company, $54; SanDiegoHat.com
Merona tweed bucket hat

3. COLD
Metallic threads and a patent buckle dress up a casual tweed bucket hat.

Merona, $17; Target.com
Hats by Selima green felt hat

4. COLD
Ribbon and rhinestone trim on this structured felt hat suggests a vintage find.

Hats by Selima, $338, Henri Bendel; 800-423-6335
Old Navy beret

5. COLDER
The beret is back this fall; this slouchy knit version earns its stripes.

$9.50; OldNavy.com
Lands End winter cap

6. COLDER
A cable-knit, cotton-wool hat with a brim is the winter version of your favorite baseball cap.

$27; LandsEnd.com
J. Crew fisherman's cap

7. COLDER
Elevate your everyday peacoat by pairing it with this silver Lurex fisherman's cap.

$30; JCrew.com
Liz Claiborne New York sequin black and white hat

8. COLDER
Black sequins glitz up a winter-white beret.

Liz Claiborne New York, $44; 800-555-9838 for stores
Aerie blue popcorn winter hat

9. COLDEST
Channel Mary Richards with a chunky popcorn-stitched tam.

$30; Aerie.com
Nobis ski hat

10. COLDEST
The perfect ski cap: quick-drying, handknit acrylic with a fleece lining and homespun Nordic pattern.

$40; Nobis.ca
Hat Attack faux fur trapper hat

11. COLDEST
Fit to be tied—or not. The ribbons on this fun faux-fur hat look great either way.

$75; HatAttack.com
LL bean trapper hat

12. COLDEST
This water-resistant trapper, insulated with Primaloft and lined in faux fur, can handle the coldest temperatures.

$40; LLBean.com

More Great Looks for Winter

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